4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide

Base Information

Chemical Name:4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide
CAS No.:1093256-21-3
Molecular Formula:C₂₂H₁₇Cl₂FN₄O₂
Molecular Weight:459.307
Hs Code.:

Synonyms:4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide

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Chemical Property of 4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide

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Technology Process of 4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide

There total 9 articles about 4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 1093262-72-6
4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxamide

: 1093256-21-3
4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃;

Reference yield:

: 179898-34-1
3-bromo-5-fluorobenzonitrile

: 1093256-21-3
4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 18-crown-6 ether; potassium tert-butylate / tetrahydrofuran; dimethyl sulfoxide / 0.25 h / 20 °C

1.2: 20 h / 125 °C

2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux

3.1: sodium azide / dimethyl sulfoxide / 25 °C

4.1: water; triphenylphosphine / tetrahydrofuran / 16 h / 25 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 160 °C / Inert atmosphere; Microwave irradiation

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 25 - 50 °C

7.1: potassium hydroxide / palladium diacetate / diethyl ether; dichloromethane; water / 1 h / 0 °C

8.1: trifluoroacetic acid / dichloromethane / 25 °C

With N-Bromosuccinimide; sodium azide; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 261762-91-8
6-chloro-2-fluoro-3-methylphenol

: 1093256-21-3
4-chloro-N-[(4-chloro-3-{[3-cyano-5-(cyclopropylmethyl)phenyl]oxy}-2-fluorophenyl)methyl]-1H-imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 18-crown-6 ether; potassium tert-butylate / tetrahydrofuran; dimethyl sulfoxide / 0.25 h / 20 °C

1.2: 20 h / 125 °C

2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux

3.1: sodium azide / dimethyl sulfoxide / 25 °C

4.1: water; triphenylphosphine / tetrahydrofuran / 16 h / 25 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 160 °C / Inert atmosphere; Microwave irradiation

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 25 - 50 °C

7.1: potassium hydroxide / palladium diacetate / diethyl ether; dichloromethane; water / 1 h / 0 °C

8.1: trifluoroacetic acid / dichloromethane / 25 °C

With N-Bromosuccinimide; sodium azide; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;